2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranosyl chloride

Base Information

• Chemical Name: 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranosyl chloride
• CAS No.: 114055-00-4
• Molecular Formula: C₆₁H₆₃ClO₁₀
• Molecular Weight: 991.618
• Mol file: 114055-00-4.mol

Synonyms:2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranosyl chloride

Chemical Property of 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranosyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranosyl chloride

There total 3 articles about 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranosyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

benzyl bromide (100-39-0) → 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranosyl chloride (114055-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 50percent sodium hydride / 1.) N,N-dimethylformamide, mineral oil, 1 h, r.t.; 2.) N,N-dimethylformamide, mineral oil, r.t.

2: 78 percent / palladium chloride, sodium acetate / acetic acid; H₂O / Ambient temperature

3: 95 percent / oxalyl chloride / N,N-dimethylformamide / CH₂Cl₂ / 2 h / Ambient temperature

With oxalyl dichloride; sodium acetate; sodium hydride; palladium dichloride; N,N-dimethyl-formamide; In dichloromethane; water; acetic acid;

DOI:10.1016/0008-6215(87)80086-1

Reference yield:

allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (114054-99-8) → 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranosyl chloride (114055-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / palladium chloride, sodium acetate / acetic acid; H₂O / Ambient temperature

2: 95 percent / oxalyl chloride / N,N-dimethylformamide / CH₂Cl₂ / 2 h / Ambient temperature

With oxalyl dichloride; sodium acetate; palladium dichloride; N,N-dimethyl-formamide; In dichloromethane; water; acetic acid;

DOI:10.1016/0008-6215(87)80086-1

Reference yield:

4-methoxyphenylmethyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside (219512-22-8) → 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranosyl chloride (114055-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / CF₃COOH, H₂O / CH₂Cl₂ / 1 h / 20 °C

2: 92 percent / SOCl₂, DMF / CH₂Cl₂ / 20 °C

With thionyl chloride; water; N,N-dimethyl-formamide; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0008-6215(98)00191-8

upstream raw materials:

4-methoxyphenylmethyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranoside

benzyl bromide

allyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Downstream raw materials:

benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside

methyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-glucopyranoside

4-hydroxybutyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

2-hydroxyethyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside